Acetone → 4-Ethynylphenol

HRID 1456892Notes

Reaction equation

HRID 1456892 reaction equation
[C:1](=O)([O-])[O-].[K+].[K+].[I-].[K+].[C:9](OC(=O)CCl)([CH3:12])([CH3:11])[CH3:10].[CH3:18][C:19]([CH3:21])=[O:20]>>[CH:1]#[C:12][C:9]1[CH:10]=[CH:21][C:19]([OH:20])=[CH:18][CH:11]=1

Participants

5

Reactant 4

HCID 180AcetoneHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 66052tert-Butyl chloroacetate

Product 1

HCID 327584-Ethynylphenol

Procedure

50.0 g of the resin synthesized in Reference Example 1 was dissolved in 500 ml of acetone. After adding 4.8 g of potassium carbonate, 0.96 g of potassium iodide and 5.0 g of tert-butylchloroacetate, the solution obtained was refluxed for 10 hours. After filtration of the reaction solution, 1 l of methylisobutylketone was mixed to the resin solution thus obtained, and the resulting solution was washed three times with 500 ml of ion-exchange water. The methylisobutylketone was distilled out under reduced pressure to obtain hydrogenated poly(p-vinylphenol), wherein 12% of the hydroxyl groups were ethyletherified and 8% of the hydroxyl groups were tert-butoxycarbonylmethyletherified.

Workup

  1. customthe solution obtained
  2. temperaturewas refluxed for 10 hours
  3. filtrationAfter filtration of the reaction solution, 1 l of methylisobutylketone
  4. additionwas mixed to the resin solution
  5. customthus obtained
  6. washthe resulting solution was washed three times with 500 ml of ion-exchange water
  7. distillationThe methylisobutylketone was distilled out under reduced pressure

Sources & evidence

ORD record
ord-34963ff779944610adcbcf25d0604eb8
Source dataset
uspto-grants-1998_12
Patent number
US05846688

Reaction notes

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